Sulfathiazole
 Imino (top) and amino (bottom) tautomers | |
| Systematic (IUPAC) name | |
|---|---|
|
4-amino-N-(1,3-thiazol-2-yl)benzenesulfonamide | |
| Clinical data | |
| AHFS/Drugs.com | International Drug Names |
| Identifiers | |
| CAS Number |
72-14-0  |
| ATC code | D06BA02 (WHO) J01EB07 QJ01EQ07 |
| PubChem | CID 5340 |
| DrugBank |
DB06147 |
| ChemSpider |
5148 |
| UNII |
Y7FKS2XWQH |
| KEGG |
D01047 |
| ChEBI |
CHEBI:9337 |
| ChEMBL |
CHEMBL437 |
| Chemical data | |
| Formula | C9H9N3O2S2 |
| Molar mass | 255.319 g/mol |
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| Physical data | |
| Melting point | 202 to 202.5 °C (395.6 to 396.5 °F) |
| (verify) | |
Sulfathiazole is an organosulfur compound used as a short-acting sulfa drug. It is an organic compound. Formerly, it was a common oral and topical antimicrobial, until less toxic alternatives were discovered. It is still occasionally used, sometimes in combination with sulfabenzamide and sulfacetamide, and in aquariums.
It exists in various forms (polymorphs). The imine tautomer is dominant, at least in the solid state. In this tautomer, the proton resides on the ring nitrogen.[1]
Cultural references
Sulfathiazole is mentioned in chapter 104 of Kurt Vonnegut's novel Cat's Cradle and New Dictionary, and several of his short stories. Thomas Heggen's 1946 novel Mister Roberts mentions the use of sulfathiazole to treat gonorrhea, and Sonya Dorman's short story When I was Miss Dow in 1966. Also the 1988 movie Dead Heat mentions the chemical as a drug used with reanimation of dead bodies.
Sulfathiazole is mentioned in "The World According To Garp" in chapter 1 where Garps mother witnesses it being dispensed to WWII soldiers.
References
- ↑ G. J. Kruger and G. Gafner "The crystal structure of sulphathiazole II" Acta Crystallogr. (1971). B27, 326-333.doi:10.1107/S0567740871002176
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